Protein Information

Name cholinesterase
Synonyms Acylcholine acylhydrolase; BCHE; BCHE protein; Butyrylcholine esterase; Butyrylcholinesterase; CHE1; Choline esterase II; Cholinesterase…

Compound Information

Name methamidophos
CAS

Reference List

PubMed Abstract RScore(About this table)
2386424 Goh KT, Yew FS, Ong KH, Tan IK: Acute organophosphorus food poisoning caused by contaminated green leafy vegetables. Bull Environ Contam Toxicol. 1987 Jan;38(1):131-8.

The etiology was confirmed when excessive levels of two organophosphorus pesticides--methamidophos (Tamaron/Monitor; 2.4 ppm-31.7 ppm) and profenofos (Selecron/Curacron; 1.1 ppm-5.4 ppm) were detected in the implicated food, and blood cholinesterase levels of the hospitalized patients were depressed by 26.1%-81.4% based on the lower limit of the reference range.
6(0,0,1,1) Details
3814849 Zinkl JG, Shea PJ, Nakamoto RJ, Callman J: Effects on cholinesterases of rainbow trout exposed to acephate and methamidophos. Aquat Toxicol. 2009 Sep 14;94(3):211-8. Epub 2009 Jul 16.
6(0,0,1,1) Details
1666036 Zhang C: [The report of organophosphorus pesticides cause delayed nervous system diseases (143 cases)]. Zhonghua Shen Jing Jing Shen Ke Za Zhi. 1991 Dec;24(6):336-8


After the cholinesterase inhibited symptoms had vanished or had improved and after the other factors had been eliminated the delayed dysneurias occur after poisoning 5.42 days.
1(0,0,0,1) Details
18827448 Sumi Y, Oode Y, Tanaka H: Chinese dumpling scare hits Japan--a case of methamidophos food poisoning. 383.

She presented with features of cholinergic overactivity and her serum cholinesterase activity was 9 U/l.
1(0,0,0,1) Details
9890196 Sparks SE, Quistad GB, Casida JE: Organophosphorus pesticide-induced butyrylcholinesterase inhibition and potentiation of succinylcholine toxicity in mice. J Environ Sci Health B. 1984 Aug;19(6):501-22.

Some other pesticides or analogs are more potent sensitizers for succinylcholine toxicity with threshold levels of 0.5, 1.0, 1.7, 8, 10, and 67 mg/kg for phenyl saligenin cyclic phosphonate, profenofos, methamidophos, tribufos, chlorpyrifos, and ethephon, respectively.
5(0,0,0,5) Details
9024678 Sheets LP, Hamilton BF, Sangha GK, Thyssen JH: Subchronic neurotoxicity screening studies with six organophosphate insecticides: an assessment of behavior and morphology relative to cholinesterase inhibition. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2002 Dec;20(6):416-8.

Sulprofos, disulfoton, azinphos-methyl, methamidophos, trichlorfon, and tebupirimphos were screened for neurotoxic potential, in accordance with U.S.
2(0,0,0,2) Details
9711194 Cavaliere MJ, Puga FR, Calore EE, Calore NM, Pelegrino JR, da Rosa AR, Weg R: Protective effect of pralidoxime on muscle fiber necrosis induced by organophosphate compounds. Zhong Nan Da Xue Xue Bao Yi Xue Ban. 2009 Oct;34(10):1036-41.


CONCLUSIONS: Oxime reduced diaphragmatic muscle necrosis in experimental organophosphate intoxication, despite little effect on plasma cholinesterase.
1(0,0,0,1) Details
7185904 Robinson CP, Beiergrohslein D: Inhibition of human erythrocyte and plasma cholinesterases by methamidophos. Neurotoxicology. 1997;18(2):589-602.
244(3,3,3,4) Details
9291508 Camara AL, Braga MF, Rocha ES, Santos MD, Cortes WS, Cintra WM, Aracava Y, Maelicke A, Albuguergue EX: Methamidophos: an anticholinesterase without significant effects on postsynaptic receptors or transmitter release. J Med Toxicol. 2009 Jun;5(2):68-72.

Methamidophos has a relatively weak inhibitory action on cholinesterases in rat diaphragm muscle, brain and hippocampal homogenates, with IC50 values on the order of 20-20 microM.
243(2,4,7,8) Details
3989221 Hussain MA, Mohamad RB, Oloffs PC: Studies on the toxicity, metabolism, and anticholinesterase properties of acephate and methamidophos. J Toxicol Clin Toxicol. 1998;36(4):295-300.

The cholinesterase-inhibiting properties of acephate and methamidophos were compared in vitro to that of paraoxon, a known strong anticholinesterase.
201(2,3,4,6) Details
14744806 Di Angelantonio S, Bernardi G, Mercuri NB: Donepezil modulates nicotinic receptors of substantia nigra dopaminergic neurones. Arch Environ Contam Toxicol. 1990 Sep-Oct;19(5):782-8.

The effects of donepezil, one of the most common cholinesterase inhibitors used for treatment of Alzheimer's disease, were studied on nicotinic receptors (nAChRs)-mediated postsynaptic currents, in dopaminergic neurons of the substantia nigra pars compacta, using the patch-clamp recording technique in slice preparations. 2.
Pretreatment with vesamicol or methamidophos did not prevent the reduction of nicotine-induced currents.
2(0,0,0,2) Details
19893258 Fan X, Xu Y, Zhang H: [Prostaglandin E (2) and omeprazole in treating poisoning related acute mucosal lesion]. J Toxicol Sci. 2008 Oct;33(4):485-6.

METHODS: Forty-two healthy SD rats were randomly divided into 7 groups: control group (control) , methamidophos poisoning model group (intox), 10 mg/kg omeprazole group (ome1), 50 mg/kg omeprazole group (ome2), 10 microg/kg prostaglandin E (2) group (PG1), 50 microg/kg prostaglandin E (2) group (PG2), 10 microg/kg prostaglandin E (2) combined with 10 mg/kg omeprazole group (union).
The gastric ulcer index was counted and the content of serum cholinesterase, endothelin, and tumor necrosis factor were measured, and dependability was analyzed.
1(0,0,0,1) Details
15371233 Padilla S, Sung HJ, Moser VC: Further assessment of an in vitro screen that may help identify organophosphorus pesticides that are more acutely toxic to the young. J Biochem Mol Toxicol. 1999;13(2):113-8.

Previous results using this in vitro screen correlated with the marked in vivo sensitivity of the young to chlorpyrifos and also correlated with the equal sensitivity of the young and adult to methamidophos (Padilla et al., 2000).
From these results, we predicted that young animals would be more sensitive to diazinon, which, in fact, was the case: When postnatal day (PND) 17 or adult rats were given a dosage of 75 mg/kg diazinon, adult brain cholinesterase (ChE) was only inhibited 38%, while the brain ChE in the PND 17 animals showed much more inhibition (75%).
1(0,0,0,1) Details
7224670 Zinkl JG, Roberts RB, Shea PJ, Lasmanis J: Toxicity of acephate and methamidophos to dark-eyed juncos. Toxicology. 1987 Oct 30;46(2):177-90.

Brain cholinesterase (ChE) activity in birds that died after acephate poisoning was depressed 80% below that of control birds.
1(0,0,0,1) Details
19415590 Chang A, Montesano MA, Barr D, Thomas J, Geller R: Urinary elimination kinetics of acephate and its metabolite, methamidophos, in urine after acute ingestion. Hum Exp Toxicol. 1997 May;16(5):279-80.

Ingestion of AP was confirmed by the presence of urinary AP and MP and severely depressed red blood cell (RBC) cholinesterase and pseudocholinesterase activity levels.
1(0,0,0,1) Details
19371630 Bosgra S, van Eijkeren JC, van der Schans MJ, Langenberg JP, Slob W: Toxicodynamic analysis of the combined cholinesterase inhibition by paraoxon and methamidophos in human whole blood. Arch Toxicol. 1991;65(8):618-24.
112(1,2,2,2) Details
4060156 Singh AK: Kinetic analysis of inhibition of brain and red blood cell acetylcholinesterase and plasma cholinesterase by acephate or methamidophos. J Appl Toxicol. 1982 Aug;2(4):217-8.

In this investigation of two insecticides, methamidophos was at least 75 to 100 times more potent an inhibitor of acetylcholinesterase (AChE) and cholinesterase (ChE) than was acephate.
112(1,2,2,2) Details
2241237 Maroni M, Catenacci G, Galli D, Cavallo D, Ravazzani G: Biological monitoring of human exposure to acephate. Toxicol Appl Pharmacol. 1985 Nov;81(2):302-9.

Acephate is a water-soluble organophosphate insecticide whose action on insects has been related to its conversion to methamidophos, a very potent anticholinesterase agent which has caused delayed neuropathy in man.
87(1,1,2,2) Details
15081274 Vidair CA: Age dependence of organophosphate and carbamate neurotoxicity in the postnatal rat: extrapolation to the human. J Appl Toxicol. 2010 Mar 12.

Because these compounds probably exert their neurotoxic effects through the inhibition of acetylcholinesterase (AChE), the above question can be narrowed to whether the cholinesterase inhibition and neurotoxicity they produce is age-dependent, both in terms of the effects produced and potency.
Four pesticides were tested in rat pups in their third postnatal week: aldicarb, chlorpyrifos, malathion, and methamidophos.
2(0,0,0,2) Details
19674799 Tryfonos M, Papaefthimiou C, Antonopoulou E, Theophilidis G: Comparing the inhibitory effects of five protoxicant organophosphates (azinphos-methyl, parathion-methyl, chlorpyriphos-methyl, methamidophos and diazinon) on the spontaneously beating auricle of Sparus aurata: an in vitro study. Toxicol Appl Pharmacol. 2004 Apr 15;196(2):287-302.

In a previous pilot study, the anticholinesterase effects of paraoxon on the heart of Sparus aurata were examined [Tryfonos, M., Antonopoulou, E., Papaefthimiou, C., Chaleplis, G., Theophilidis, G., 2009.
2(0,0,0,2) Details
16078501 Tanaka T, Tanaka N, Kita T, Kasai K, Sato H: Acephate in biological fluids of two autopsy cases after ingestion of the chemical. Z Gesamte Hyg. 1989 Sep;35(9):531-3.

Acephate and its active metabolite, methamidophos (MP), were analyzed in the biological fluids by GC/MS, using the salting out method with liquid-liquid extraction columns.
Serum pseudocholinesterase (ChE) activity was inhibited.
1(0,0,0,1) Details
10794384 Padilla S, Buzzard J, Moser VC: Comparison of the role of esterases in the differential age-related sensitivity to chlorpyrifos and methamidophos. J Forensic Sci. 2005 Jul;50(4):933-6.

More than 30 years ago, scientists recognized that, at a given dosage, the young rat was more sensitive than the adult to the toxicity of many organophosphorus, anticholinesterase pesticides.
1(0,0,0,1) Details
2588705 Goedicke HJ, Hermes H, Wagner R: [Exposure to residues on plant surfaces following the use of plant pesticides in the greenhouse]. Toxicol Appl Pharmacol. 2009 Apr 1;236(1):9-15. Epub 2009 Jan 20.

Residues on plants, concentration in the air, dermal exposition, and inhibition of serum choline esterase activity are shown for methamidophos and aldicarb, respective reentry times being discussed.
81(1,1,1,1) Details
6491173 Chukwudebe AC, Hussain MA, Oloffs PC: Hydrolytic and metabolic products of acephate in water and mouse liver. . Br J Ind Med. 1991 Feb;48(2):82-6.

Acephate toxicity to aquatic insects would depend on its persistence in water, its uptake by the insects, its conversion to methamidophos, and the combined inhibitory effect of acephate and methamidophos on the cholinesterase enzyme.
43(0,1,3,3) Details
14694587 Wan W, Xu M, Zou H, Lu A, Shen X, Chen Y: [The activity of blood cholinesterase in rats exposed to dimehypo] . J Environ Sci Health B. 1984 Jun-Jul;19(4-5):467-78.

METHOD: Rats were dosed with dimehypo or methamidophos orally, and were randomly divided into four subgroups according to the pesticide doses, which were 1/16, 1/8, 1/4 and 1/2 of LD50 respectively (the LD50 of dimethypo and methamidophos is 342 mg/kg and 20 mg/kg respectively).
2(0,0,0,2) Details
10366542 Moser VC: Comparison of aldicarb and methamidophos neurotoxicity at different ages in the rat: behavioral and biochemical parameters. Toxicology. 1986 Dec 15;42(2-3):143-56.

The neurotoxic effects of cholinesterase (ChE)-inhibiting pesticides are of particular concern for human health risk assessment due to the widespread exposure potential in children.
1(0,0,0,1) Details
2536970 Johnson MK, Vilanova E, Read DJ: Biochemical and clinical tests of the delayed neuropathic potential of some O-alkyl O-dichlorophenyl phosphoramidate analogues of methamidophos (O,S-dimethyl phosphorothioamidate). Fundam Appl Toxicol. 1997 Jan;35(1):101-19.

Prophylaxis, with therapy in some cases, was required to prevent acute anticholinesterase poisoning when doses were sufficient to cause high inhibition of neural NTE.
1(0,0,0,1) Details
10557009 Guven M, Bayram F, Unluhizarci K, Kelestimur F: Endocrine changes in patients with acute organophosphate poisoning. Toxicol Appl Pharmacol. 1999 Jun 1;157(2):94-106.


In animals, cholinesterase inhibitors were shown to modify the pituitary-thyroid and pituitary-adrenal axes, and to affect prolactin levels.
1(0,0,0,1) Details
11137314 de Castro VL, Chiorato SH, Pinto NF: Relevance of developmental testing of exposure to methamidophos during gestation to its toxicology evaluation. Bull Environ Contam Toxicol. 1987 Jan;38(1):22-8.

The measures of cholinesterase activity are the most common index of its action.
1(0,0,0,1) Details
19079663 Khan DA, Bhatti MM, Khan FA, Naqvi ST, Karam A: Adverse effects of pesticides residues on biochemical markers in pakistani tobacco farmers. Toxicol Lett. 2000 Dec 20;118(1-2):93-102.

Plasma butyrylcholinesterase (BChE) was analyzed by Ellman's method.
The tobacco farmers had multiple pesticides residues above ADI in their blood consisting of 35 (63%) methomyl; 31 (56%) thiodicarb; 34 (62%) cypermethrin; 27 (49%) Imidacloprid; 18 (32%) Methamidophos and 15 (27%) endosulfan.
1(0,0,0,1) Details
15734279 Temerowski M, van der Staay FJ: Absence of long-term behavioral effects after sub-chronic administration of low doses of methamidophos in male and female rats. Neurotoxicol Teratol. 2005 Mar-Apr;27(2):279-97. Epub 2005 Jan 15.

Putative long-term learning and memory effects of low-dose exposure to the cholinesterase inhibitor organophosphate methamidophos (Tamaron) early in life were studied in two parallel studies in middle-aged rats.
37(0,1,2,2) Details
11527224 Wu ML, Deng JF, Tsai WJ, Ger J, Wong SS, Li HP: Food poisoning due to methamidophos-contaminated vegetables. Toxicology. 1989 Jan;54(1):89-100.

The clinical diagnosis of organophosphate poisoning was confirmed by reduced levels of erythrocytes and plasma cholinesterase and the presence of methamidophos in the vegetable leftovers.
31(0,1,1,1) Details
9192209 Guven M, Unluhizarci K, Goktas Z, Kurtoglu S: Intravenous organophosphate injection: an unusual way of intoxication. Neurosci Lett. 2004 Oct 21;369(3):208-13.

Organophosphate insecticides strongly inhibit both true cholinesterase and pseudocholinesterase activities.
In this report, we have reported a patient who injected himself a strong organophosphate compound, methamidophos, and showed the typical clinical picture of organophosphate intoxication.
1(0,0,0,1) Details
15891268 Satar S, Satar D, Kirim S, Leventerler H: Effects of acute organophosphate poisoning on thyroid hormones in rats. Ecotoxicol Environ Saf. 2002 Sep;53(1):48-51.

Then triiodothyronine (T3), thyroxine (T4), thyroid stimulating hormone (TSH), and plasma choline esterase (PCE) levels were studied by RIA.
Group 1 (n = 10) was administered 30 mg/kg lethal dose of methamidophos, whereas group 2 (n = 7) was treated with physiologic NaCl (SP).
1(0,0,0,1) Details
15464266 Di Angelantonio S, Bernardi G, Mercuri NB: Methamidophos transiently inhibits neuronal nicotinic receptors of rat substantia nigra dopaminergic neurons via open channel block. Arch Environ Contam Toxicol. 1981;10(2):185-92.

0(0,0,0,0) Details
10828210 Burruel VR, Raabe OG, Overstreet JW, Wilson BW, Wiley LM: Paternal effects from methamidophos administration in mice. Neurotoxicology. 2000 Feb-Apr;21(1-2):49-56.

0(0,0,0,0) Details
1998612 Zhang ZW, Sun JX, Chen SY, Wu YQ, He FS: Levels of exposure and biological monitoring of pyrethroids in spraymen. Int J Clin Exp Med. 2008;1(3):274-82. Epub 2008 Jul 15.


Deltamethrin, fenvalerate, and a deltamethrin methamidophos mixture were sprayed by appropriate subgroups for five hours a day.
0(0,0,0,0) Details
3798464 Singh AK: Kinetic analysis of acetylcholinesterase inhibition by combinations of acephate and methamidophos. Arch Environ Health. 1990 May-Jun;45(3):180-4.

Acephate pre-exposure provided protection against the inhibition of RBC and brain acetylcholinesterase (AChE), and plasma cholinesterase (ChE) activities in rats exposed to both acephate and methamidophos.
31(0,1,1,1) Details
20229498 Tacal O, Lockridge O: Methamidophos, dichlorvos, O-methoate and diazinon pesticides used in Turkey make a covalent bond with butyrylcholinesterase detected by mass spectrometry. Hum Exp Toxicol. 1999 Oct;18(10):598-601.
10(0,0,1,5) Details
3672530 Pauluhn J, Machemer L, Kimmerle G: Effects of inhaled cholinesterase inhibitors on bronchial tonus and on plasma and erythrocyte acetylcholine esterase activity in rats. Am J Ther. 2005 May-Jun;12(3):238-42.

The compounds tested were dichlorvos, fenamiphos, methamidophos, parathion, a pyrimidine thiophosphate and the carbamate propoxur.
6(0,0,0,6) Details
1660708 Johnson MK, Vilanova E, Read DJ: Anomalous biochemical responses in tests of the delayed neuropathic potential of methamidophos (O,S-dimethyl phosphorothioamidate), its resolved isomers and of some higher O-alkyl homologues. Ind Health. 2005 Apr;43(2):285-94.

For the lower homologues AChE was more sensitive than NTE and it was impossible to achieve high inhibition of NTE in vivo without both prophylaxis and therapy against acute anticholinesterase effects; for the n-hexyl homologue high inhibition of NTE could be achieved without obvious anticholinesterase effects and spontaneous reactivation of inhibited AChE was seen as in vitro.
1(0,0,0,1) Details
15895843 Kimura K, Yokoyama K, Sato H, Nordin RB, Naing L, Kimura S, Okabe S, Maeno T, Kobayashi Y, Kitamura F, Araki S: Effects of pesticides on the peripheral and central nervous system in tobacco farmers in Malaysia: studies on peripheral nerve conduction, brain-evoked potentials and computerized posturography. J Toxicol Clin Toxicol. 2001;39(4):333-6.

Median SCV (finger-wrist) in farmers using Delsen (mancozeb, dithiocarbamate fungicide), who showed significant decrease of serum cholinesterase activities, were significantly lower compared with the controls.
The former type of sway was also significantly increased in Tamaron (methamidophos, organophosphorus insecticide) users.
1(0,0,0,1) Details
3814841 Hussain MA: Anticholinesterase properties of methamidophos and acephate in insects and mammals. J Environ Sci Health B. 1985 Feb;20(1):129-47.
6(0,0,1,1) Details
6470422 Zayed SM, Fakhr IM, el-Magraby S: Some toxicological aspects of methamidophos exposure in mice. Br J Pharmacol. 2004 Feb;141(4):644-52. Epub 2004 Jan 26.

Cholinesterase activity in the brain, RBC and plasma of Swiss mice was determined following different routes of administration of methamidophos.
6(0,0,1,1) Details